Strategic Account Executive - Midwest - Nation's Top Executive Search Firm

What the role needs

• Software / SaaS | Remote - Chicago, Minneapolis, Detroit | MI, WI, MN, IA | $350,000
• Keep updated with the latest sales job opportunities nationwide by following Treeline on LinkedIn and activating our New Job Alerts !
• Build a Territory from Scratch: Own a named list of roughly 150 large enterprise accounts, many with little prior outbound, and create most of your own pipeline through targeted outreach and partner collaboration.
• Run Complex Enterprise Deals : Lead 6+ month, multi-stakeholder cycles as the quarterback of an internal deal team, selling to security, risk, and compliance executives.
• Land and Expand: Win the initial deal and grow it across additional applications and teams over time.
• 8+ years selling Enterprise SaaS Agreements into large enterprise or named accounts, with consistent overachievement against a $1.5M+ quota.
• A proven track record as a true hunter who self-sources pipeline and owns outbound; experience selling to CIO or CISO buyers is highly valued.
• Strong organization, AI fluency, and the ability to manage multi-stakeholder sales cycles.
• Location: Fully remote, but candidates must reside in territory and be willing to travel upwards of 30% - This opening is for the Midwest Region and candidates can be based in Chicago, Il, Minneapolis, MN or Detroit, MI.
• Base Salary: $145,000 - $175,000
• Total Comp: $290,000 - $350,000
• 15 Lincoln Street, Suite 314

From the employer

Software / SaaS | Remote - Chicago, Minneapolis, Detroit | MI, WI, MN, IA | $350,000 Treeline, Inc., an award-winning sales recruiting and executive search agency , offering strategic sales staffing and recruitment services for leading companies in the United States and throughout North America. Dedicated to facilitating the placement of exceptional top sales talent professionals, Treeline stands at the forefront of advancing job careers of professionals in the sales industry! Keep updated with the latest sales job opportunities nationwide by following Treeline on LinkedIn and activating our New Job Alerts ! Company Profile: Our client is a fast-growing, analyst-recognized enterprise risk and compliance software company serving large, highly regulated organizations. With a newly built executive team, strong enterprise momentum, and AI built into the core of its platform, they are building out their first strategic sales team to focus on Fortune 500/1000 accounts across North America. Job Description: • Build a Territory from Scratch: Own a named list of roughly 150 large enterprise accounts, many with little prior outbound, and create most of your own pipeline through targeted outreach and partner collaboration. • Run Complex Enterprise Deals : Lead 6+ month, multi-stakeholder cycles as the quarterback of an internal deal team, selling to security, risk, and compliance executives. • Land and Expand: Win the initial deal and grow it across additional applications and teams over time. Requirements: • 8+ years selling Enterprise SaaS Agreements into large enterprise or named accounts, with consistent overachievement against a $1.5M+ quota. • A proven track record as a true hunter who self-sources pipeline and owns outbound; experience selling to CIO or CISO buyers is highly valued. • Strong organization, AI fluency, and the ability to manage multi-stakeholder sales cycles. Location: Fully remote, but candidates must reside in territory and be willing to travel upwards of 30% - This opening is for the Midwest Region and candidates can be based in Chicago, Il, Minneapolis, MN or Detroit, MI. Job #5850 Base Salary: $145,000 - $175,000 Total Comp: $290,000 - $350,000 Favorite Favorited Share this job: Apply for this Job: TREELINE INCORPORATED 15 Lincoln Street, Suite 314 Wakefield, MA 01880 Main – (781) 327-8901 Sales – (781) 327-891 0 [email protected] Quick Links © 2026 All rights reserved. Treeline, Inc Terms of Use and Privacy Policy Page load link Thank you for your application. Due to an unprecedented volume of submissions, largely driven by automated AI application tools, we can no longer personally respond to every inquiry. Our team carefully reviews incoming profiles, but we will only reach out directly to candidates whose experience strongly and directly matches our active client searches. 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